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HRID 534009作成日:2026年10月25日

Water → 5-Bromo-3-(2,6-dimethylpyridin-3-yloxy)picolinonitrile

https://huagongshe.com/reaction/534009

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物Sodium hydrideHCID 24758—
反応物2,6-Dimethyl-3-pyridinolHCID 70732—
反応物5-Bromo-3-nitropyridine-2-carbonitrileHCID 2769698—
溶媒DimethylformamideHCID 6228—
生成物5-Bromo-3-(2,6-dimethylpyridin-3-yloxy)picolinonitrileHCID 67486452101.2%

反応手順

To a 0° C. solution of 2,6-dimethylpyridin-3-ol (10 g, 81.2 mmol) in DMF (50 ml) was added sodium hydride (60% dispersion in oil, 3.4 g, 85 mmol). After 15 minutes, 5-bromo-3-nitropicolinonitrile (18.5 g, 81 mmol) was added and the mixture was allowed to warm slowly to ambient temperature. The reaction mixture was slowly added to 500 mL of rapidly stirring water. A light red solid formed and then the material formed a gum. The gum was extracted into ethyl acetate, and the organics washed with brine, dried over MgSO4 and concentrated in vacuo to afford 5-bromo-3-(2,6-dimethylpyridin-3-yloxy)picolinonitrile (25 g, 82 mmol, 101% yield).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08853409B2
出典データセットuspto-grants-2014_10
ORD IDord-d3ebc3b23e2d4d389e88503e7fd5fbc1
出典メモuspto-grants-2014_10